Tunnel on remote MS-windows port 443

Question

I need to create a tunnel in a remote MS-windows, so the port 443 in MS-windows is redirected to a remote target on port 443.

What I'm trying to do is this, from my remote server:

ssh -N -R 443:remote.target:443 administrator@windows.source

But I get this error:

Warning: remote port forwarding failed for listen port 443

In the windows server I installed OpenSSH.

The tunnel works if I use the 8443 port in windows, eg:

ssh -N -R 8443:remote.target:443 administrator@windows.source

But I need do do the tunnel with 443. I tried to better configure OpenSSH ("AllowTcpForwarding yes", "PermitTunnel yes" and "GatewayPorts yes" and I tried also to restart the sshd service as an administrator), but it didn't work.

Answer 1

It may be because the port is reserved. Ports below 1024 are reserved on many OSs. To use them you have to have special permission (e.g. be root user).

Try a higher port number. If this works then you know what the problem is. (Only the listening port has to be higher.)